Technology Process of 3-{2-[4-(4-fluorophenyl)-7-hydroxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]phenyl}-1-[4-(trifluoromethoxy)phenyl]urea
There total 9 articles about 3-{2-[4-(4-fluorophenyl)-7-hydroxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]phenyl}-1-[4-(trifluoromethoxy)phenyl]urea which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
boron trichloride; tetra-(n-butyl)ammonium iodide;
In
dichloromethane;
at -78 - 20 ℃;
for 16h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate / toluene / 16 h / 110 °C / Inert atmosphere; Sealed tube
2.1: zinc; ammonium chloride / 1 h / 20 °C / Inert atmosphere
3.1: dichloromethane / 16 h / 20 °C / Inert atmosphere
4.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / Dimethyl ether / 100 °C / Inert atmosphere; Sealed tube
5.1: boron tribromide-dimethyl sulfide complex / dichloromethane / 16 h / 85 °C / Inert atmosphere
5.2: 1 h / 65 °C / Inert atmosphere
With
tris-(dibenzylideneacetone)dipalladium(0); tetrakis(triphenylphosphine) palladium(0); boron tribromide-dimethyl sulfide complex; sodium carbonate; ammonium chloride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; zinc;
In
Dimethyl ether; dichloromethane; toluene;
4.1: |Suzuki Coupling;
DOI:10.1021/jm5006226
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydrogenchloride; sodium nitrite / water / -10 °C / Inert atmosphere
2.1: sulfuric acid / ethanol / 2 h / 0 - 20 °C / Inert atmosphere
2.2: 0.75 h / 0 - 20 °C / Inert atmosphere
3.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate / toluene / 16 h / 110 °C / Inert atmosphere; Sealed tube
4.1: zinc; ammonium chloride / 1 h / 20 °C / Inert atmosphere
5.1: dichloromethane / 16 h / 20 °C / Inert atmosphere
6.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / Dimethyl ether / 100 °C / Inert atmosphere; Sealed tube
7.1: boron tribromide-dimethyl sulfide complex / dichloromethane / 16 h / 85 °C / Inert atmosphere
7.2: 1 h / 65 °C / Inert atmosphere
With
hydrogenchloride; tris-(dibenzylideneacetone)dipalladium(0); tetrakis(triphenylphosphine) palladium(0); boron tribromide-dimethyl sulfide complex; sulfuric acid; sodium carbonate; ammonium chloride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; zinc; sodium nitrite;
In
ethanol; Dimethyl ether; dichloromethane; water; toluene;
2.1: |Fischer Indole Synthesis / 6.1: |Suzuki Coupling;
DOI:10.1021/jm5006226
